Basic information
- CAS
515-03-7- Standard SMILES
C=C[C@](C)(O)CC[C@@H]1[C@@]2(C)CCCC(C)(C)[C@@H]2CC[C@@]1(C)O- InChIKey
XVULBTBTFGYVRC-HHUCQEJWSA-N- Molecular formula
- C20H36O2
- Average molar mass
- 308.5 g/mol
- Monoisotopic mass
- 308.27153039
Names & identifiers
- Preferred name
- Sclareol
- IUPAC
- (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
- English name
- Sclareol
- Molecular formula
- C20H36O2
- Molecular weight
- 308.51
Names & synonyms
Sclareol515-03-7labd-14-ene-8,13-diolDTXSID0047111(13R)-Labd-14-ene-8,13-diol(-)-SCLAREOLB607NP0Q8YLabd-14-ene-8,13-diol, (13R)-CHEBI:9053DTXCID8027111FEMA NO. 4502(1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
Show more names
SCIADONIC ACIDNatural sclareol1-Naphthalenepropanol, α-ethenyldecahydro-2-hydroxy-α,2,5,5,8a-pentamethyl-, (αR,1R,2R,4aS,8aS)-SCAREOLAids046592SCLAREOL(P)Aids-046592SCLAREOL(RG)
1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-labd-14-ene-8alpha, 13beta-diol(1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol(1R,2R,4aS,8aS)-1-((3R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol(1R,2R,4aS,8aS)-1-((3R)-3-hydroxy-3-methylpent-4-enyl)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-olRefChem:49009208-194-0(1R,2R,4aS,8aS)-1-((R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 429
Experimental & physicochemical properties
Solubility
Practically insoluble or insoluble in water
Soluble (in ethanol)
Physical Description
Large Crystals
Solid; Bitter herbaceous hay-like aroma
Collision Cross Section189.2 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0047111]；178.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0047111]
Physicochemical properties
- Melting point
- 95 · 95-100 °C (lit.)
- Boiling point
- 218 · 218-220 °C/19 mmHg (lit.)
- alpha
- -13 · -13 º (c=4, in carbon tetrachloride)
- Density
- 0.954 · 0.954±0.06 g/cm3(Predicted)
- FEMA
- 4502 · 4502 | (-)-SCLAREOL
- FLAVIS Number
- 2.206 · 02.206 | (-)-Sclareol
- storage temp.
- 2 · 2-8°C
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 99.2% (131 of 132) of all reports.
Not Classified；Reported as not meeting GHS hazard criteria by 131 of 132 companies (only 0.8% companies provided GHS information). For more detailed information, please visit ECHA C&L website.
Aggregated GHS information provided per 132 reports by companies from 3 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 131 of 132 reports by companies.；There is 1 notification provided by 1 of 132 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, [1R-[1.alpha.(R*),2.beta.,4a.beta.,8a.alpha.]]-
Hazard Traits - Bioaccumulation; Environmental Persistence; Fragrance Allergen；Authoritative List - Annex III of the EU Cosmetics Regulation No. 1223/2009 - Fragrance Allergens; Canada PBiTs；Report - if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million)；Report - if used as a fragrance or flavor ingredient
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, (.alpha.R,1R,2R,4aS,8aS)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, (.alpha.R,1R,2R,4aS,8aS)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 04-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21269
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 293,265 lb；2022: 550,000 - <1,000,000 lb；2021: 250,000 - <550,000 lb；2020: 250,000 - <550,000 lb
Consumer UsesIntermediate
Industry UsesIntermediate
IFRA Fragrance Standards
Sclareol
Labd-14-ene-8,13-diol; 1-Naphthalenepropanol,decahydro-alpha-ethenyl-2-hydroxy- alpha,2,5,5,8apentamethyl-, (1R-(1-alpha(R*),2-beta,4a-beta,8a-alpha))-
IFRA_STD_183.pdf
39
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Specification: This material should be used only if it meets the criteria stated in the Standard
Household Products
Cosmetics product ingredient: 1-Naphthalenepropanol, a-ethenyldecahydro- 2-hydroxy-a,2,5,5,8a-pentamethyl-, [1R-[1a(R),2ß,4aß,8aa]]- (Sclareol; [1R-(1alpha)]-alpha-Ethenyldecahydro-2-hydroxy-a,2,5,5,8a-pentamethyl-1-naphthalenepropanol)；Sclareol is a fragrance allergen. Fragrance allergens are hazardous only to individuals who suffer from fragrance allergies. The Cosmetic Fragrance and Flavor Ingredient Right to Know Act of 2020 requires fragrance allergens included in Annex III of the EU Cosmetics Regulation No. 1223/2009 be reported to the California Department of Public Health. Fragrance allergens are only required to be reported if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million).；Reason for Listing: Listed as Persistent, Bioaccumulative, and Inherently Toxic to the environment by the Canadian Environmental Protection Act Environmental Registry Domestic Substances List.；Potential Health Impacts: Bioaccumulation, Environmental Persistence, and Undefined Toxicity；For more information, you can visit the fragrance allergens webpage on the California Safe Cosmetics Program website:；https://www.cdph.ca.gov/Programs/CCDPHP/DEODC/OHB/CSCP/Pages/FragranceAllergens.aspx；Product count: 227
Use Classification
Fragrance Ingredients
Related reactions
7 records
Compound notes
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